A Natural Sissy Part 4

He quickly removed the offending color and replaced it with pale pink. He matched that with the same shade of lip-gloss, followed by just a hint of rouge on his cheeks. Matching rouge on the nipples peeking through the cupless bra. Then just a light application of mascara, hardly noticeable to the untrained eye. But he knew Gail’s eyes were trained, and heaven forbid she find anything else to criticize. He was already in enough trouble as it was. Before he donned his pumps, he pulled on a pair of fancy ladies socks with a red bow in the back. “Garish,” he thought, “but I do what I must to please Gail.”

He was finished in just under the 30 minutes allotted, and he was wearing all he was allowed unless he was going outside, when he could wear unisex slacks (no front zipper), and a see through white shirt that buttoned like a blouse (which is what it was). On his way out he stopped briefly in the bathroom and swallowed two Viagra pills.

***

I was waiting for Stacy in the rec room, and he made it just in time to meet the 30-minute time allotted. He climbed onto the pool table, assuming a prone position, face up, legs spread just as he was supposed to do. I had already set up the IV, with the saline in place. I was fooling with the tubing when Stacy came in, more to call his attention to the apparatus that anything necessary for the procedure I was about to administer. He was as nervous as a cornered rat. Perspiration began to form all over his scantily clad body. Good. Just the reaction I hoped for.

“Stacy, you know I have to punish you when you make mistakes as serious as the one you made a few minutes ago, don’t you?”

“Yes, ma’am.”

This is going to hurt me as much as it will you, because you have violated our agreement. You know that, don’t you?”

“Yes, ma’am. Wha… wha… what are you going to do?”

“It’s just something to remind you not to screw up again. I’m going to inflate your ball sac with saline. It won’t cause any damage, and your body will eventually absorb the saline and the inflation will recede to normal. But until it does the inflation will remind you of your grave error this morning. Are you ready?”